Protoaescigenin

Details

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Internal ID b211c11a-6654-4af9-ac5f-299b63d9d9ae
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 4a,9-bis(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-3,4,5,10-tetrol
SMILES (Canonical) CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CC(C2(C(C1O)O)CO)O)C)C)(C)CO)O)C)C
SMILES (Isomeric) CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CC(C2(C(C1O)O)CO)O)C)C)(C)CO)O)C)C
InChI InChI=1S/C30H50O6/c1-25(2)13-18-17-7-8-20-26(3)11-10-21(33)27(4,15-31)19(26)9-12-28(20,5)29(17,6)14-22(34)30(18,16-32)24(36)23(25)35/h7,18-24,31-36H,8-16H2,1-6H3
InChI Key VKJLHZZPVLQJKG-UHFFFAOYSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C30H50O6
Molecular Weight 506.70 g/mol
Exact Mass 506.36073931 g/mol
Topological Polar Surface Area (TPSA) 121.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 3.03
H-Bond Acceptor 6
H-Bond Donor 6
Rotatable Bonds 2

Synonyms

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Theasapogenol A
Olean-12-ene-3.beta.,16.alpha.,21.beta.,22.alpha.,24,28-hexol
CHEBI:167962
Olean-12-ene-3,16,21,22,23,28-hexol, (3.beta.,4.beta.,16.alpha.,21.beta.,22.alpha.)-
4a,9-bis(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-3,4,5,10-tetrol
FT-0775547
Olean-12-ene-3,16,21,22,23,28-hexol #
Olean-12-ene-3|A,16|A,21|A,22|A,23,28-hexol

2D Structure

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2D Structure of Protoaescigenin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9581 95.81%
Caco-2 - 0.6618 66.18%
Blood Brain Barrier + 0.7385 73.85%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7158 71.58%
OATP2B1 inhibitior - 0.5773 57.73%
OATP1B1 inhibitior + 0.9191 91.91%
OATP1B3 inhibitior - 0.2665 26.65%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5925 59.25%
BSEP inhibitior + 0.6290 62.90%
P-glycoprotein inhibitior - 0.7710 77.10%
P-glycoprotein substrate - 0.7467 74.67%
CYP3A4 substrate + 0.6676 66.76%
CYP2C9 substrate - 0.6197 61.97%
CYP2D6 substrate - 0.7438 74.38%
CYP3A4 inhibition - 0.9208 92.08%
CYP2C9 inhibition - 0.8792 87.92%
CYP2C19 inhibition - 0.8590 85.90%
CYP2D6 inhibition - 0.9357 93.57%
CYP1A2 inhibition - 0.9113 91.13%
CYP2C8 inhibition - 0.5720 57.20%
CYP inhibitory promiscuity - 0.9442 94.42%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.7185 71.85%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9351 93.51%
Skin irritation - 0.6398 63.98%
Skin corrosion - 0.9554 95.54%
Ames mutagenesis - 0.7954 79.54%
Human Ether-a-go-go-Related Gene inhibition - 0.3787 37.87%
Micronuclear - 0.9300 93.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.8301 83.01%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity + 0.5141 51.41%
Acute Oral Toxicity (c) III 0.7548 75.48%
Estrogen receptor binding + 0.7660 76.60%
Androgen receptor binding + 0.7265 72.65%
Thyroid receptor binding + 0.5691 56.91%
Glucocorticoid receptor binding + 0.7448 74.48%
Aromatase binding + 0.6453 64.53%
PPAR gamma + 0.5759 57.59%
Honey bee toxicity - 0.8672 86.72%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9586 95.86%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3137262 O60341 LSD1/CoREST complex 93.00% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.14% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.84% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.72% 95.89%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.77% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 86.65% 95.93%
CHEMBL221 P23219 Cyclooxygenase-1 86.39% 90.17%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.67% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.16% 100.00%
CHEMBL2916 O14746 Telomerase reverse transcriptase 83.61% 90.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.44% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.89% 97.25%
CHEMBL4208 P20618 Proteasome component C5 80.82% 90.00%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 80.23% 91.65%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Aesculus indica
Camellia sasanqua
Gymnema sylvestre

Cross-Links

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PubChem 612009
LOTUS LTS0158781
wikiData Q105287815